ethyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

Base Information

• Chemical Name: ethyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate
• CAS No.: 119818-40-5
• Molecular Formula: C24H38 O2
• Molecular Weight: 358.565
• Hs Code.: 2916190090
• UNII: SN9M9ZU5FW
• Nikkaji Number: J2.061.322J
• Wikidata: Q27158203
• Mol file: 119818-40-5.mol

Synonyms:119818-40-5;Ethyl all cis-7,10,13,16,19-Docosapentaenoate;DPA Ethyl Ester;docosapentaenoic acid ethyl ester;ethyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate;SN9M9ZU5FW;(7Z,10Z,13Z,16Z,19Z)-Ethyl docosa-7,10,13,16,19-pentaenoate;7,10,13,16,19-Docosapentaenoic acid, ethyl ester, (7Z,10Z,13Z,16Z,19Z)-;(All-Z)-7,10,13,16,19-Docosapentaenoic Acid Ethyl Ester;ethyl (7Z,10Z,13Z,16Z,19Z)-docosapentaenoate;all cis-7,10,13,16,19-Docosapentaenoic Acid Ethyl Ester;(7Z,10Z,13Z,16Z,19Z)-7,10,13,16,19-Docosapentaenoic acid ethyl ester;7,10,13,16,19-Docosapentaenoic acid, ethyl ester, (all-Z)-;UNII-SN9M9ZU5FW;SCHEMBL9905970;CHEBI:84937;MFCD02259225;AKOS025294154;AS-72785;BP-29836;D2964;J-004203;Q27158203;all-cis-7,10,13,16,19-Docosapentaenoic acid ethyl ester;(7Z,10Z,13Z,16Z,19Z)-Ethyldocosa-7,10,13,16,19-pentaenoate

Chemical Property of ethyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

Chemical Property:

• Refractive Index: 1.494
• PSA: 26.30000
• LogP: 7.25140
• Storage Temp.: Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 358.287180451
• Heavy Atom Count: 26
• Complexity: 453

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl all cis-7,10,13,16,19-Docosapentaenoate >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCC=CCC=CCC=CCC=CCCCCCC(=O)OCC
• Isomeric SMILES: CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)OCC
• Description: Docosapentaenoic acid ethyl ester is a derivative of DPA , an ω-3 fatty acid found in fish oils. Ethyl ester derivatives of fatty acids, including DPA, are often used in formulations designed as dietary supplements.
• Uses: (All-Z)-7,10,13,16,19-Docosapentaenoic Acid Ethyl Ester is used in analytical studies for the detection of fish oil ethyl ester concentration via gas chromatography. This analog is an ethyl derivative of all-cis-7,10,13,16,19-Docosapentaenoic Acid (D494460) which is a fatty acid that is derived from fish oils which potently inhibits platelet aggregation.

Technology Process of ethyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate

There total 4 articles about ethyl (7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.9%

((5Z,8Z,11Z,14Z,17Z)-2-Icosa-5,8,11,14,17-pentaenyl)-malonic acid diethyl ester (181213-52-5) → (7Z,10Z,13Z,16Z,19Z)-ethyl docosa-7,10,13,16,19-pentaenoate (119818-40-5)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; propionic acid; for 38h; Inert atmosphere; Reflux;

Reference yield:

eicosapentaenoic acid ethyl ester (86227-47-6,84494-70-2) → (7Z,10Z,13Z,16Z,19Z)-ethyl docosa-7,10,13,16,19-pentaenoate (119818-40-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 20 °C / Cooling with ice

2.1: pyridine / 5 h / 1 - 5 °C / Inert atmosphere

3.1: lithium iodide / acetone / 4 h / Molecular sieve; Inert atmosphere; Reflux

4.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

4.2: 6 h / 70 - 80 °C

5.1: 2,6-di-tert-butyl-4-methyl-phenol; propionic acid / 38 h / Inert atmosphere; Reflux

With pyridine; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydride; propionic acid; lithium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

Reference yield:

(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaen-1-ol (164221-12-9) → (7Z,10Z,13Z,16Z,19Z)-ethyl docosa-7,10,13,16,19-pentaenoate (119818-40-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / 5 h / 1 - 5 °C / Inert atmosphere

2.1: lithium iodide / acetone / 4 h / Molecular sieve; Inert atmosphere; Reflux

3.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

3.2: 6 h / 70 - 80 °C

4.1: 2,6-di-tert-butyl-4-methyl-phenol; propionic acid / 38 h / Inert atmosphere; Reflux

With pyridine; 2,6-di-tert-butyl-4-methyl-phenol; sodium hydride; propionic acid; lithium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

upstream raw materials:

eicosapentaenoic acid ethyl ester

(5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaen-1-ol

((5Z,8Z,11Z,14Z,17Z)-2-Icosa-5,8,11,14,17-pentaenyl)-malonic acid diethyl ester

Downstream raw materials:

(7Z,10Z,13Z,16Z,19Z)-N-(2-hydroxyethyl)docosa-7,10,13,16,19-pentaenamide

docosa-7Z,10Z,13Z,16Z,19Z-pentaenoic acid

Refernces